A really cool pairing could be Naruto and Quorra. Naruto's energetic and positive nature could contrast with Quorra's more reserved personality. And Naruto could teach her about the concept of chakra and the ninja way, while she could show him the ins and outs of the digital realm.
Another interesting pairing would be Sasuke from Naruto and a powerful program in the Tron world. Sasuke's cool and calculating nature would match well with a strategic and powerful digital entity. They could form an alliance based on mutual goals, like overthrowing an unjust system in the Tron world or achieving some power - related objective in Naruto's world.
I think Naruto and Stewie would be an interesting pair. Stewie is this super - intelligent, somewhat evil - minded baby, and Naruto is a powerful ninja with a big heart. They could have some really intense battles of wits, with Stewie trying to outsmart Naruto and Naruto using his ninja intuition to see through Stewie's plans.
I think Naruto and Captain Kirk would make an interesting pair. Kirk is known for his boldness and leadership, while Naruto has his unwavering determination. They could learn a lot from each other. Kirk could show Naruto how to lead in a more structured Starfleet way, and Naruto could teach Kirk about the power of friendship and never giving up in the face of seemingly impossible odds.
I think Supergirl and Black Widow would be an interesting pairing. Black Widow is a skilled spy and fighter, while Supergirl has superpowers. They could learn from each other. Black Widow could teach Supergirl some stealth techniques, and Supergirl could protect Black Widow during battles with her super strength and speed.
I think Ruby and a Big Daddy could be an interesting pairing. Ruby is full of energy and curiosity. She would probably be the first to approach a Big Daddy and try to understand it. Her speed could be useful in dodging the Big Daddy's attacks while she figures out how to communicate with it or work together.
Gohan and Flash would be a really cool pairing. Flash's super - speed and Gohan's quick reflexes as a martial artist could create some amazing action scenes. They could race each other to test their speed limits. Also, Flash could use his speed to help Gohan in battles by creating distractions, while Gohan could use his power to protect Flash from powerful attacks.
The Doom Slayer and Ruby. Ruby is young and full of hope, always looking for adventure. The Doom Slayer is a stoic, battle - hardened warrior. Their interaction would be really interesting. Ruby could be in awe of his strength and weapons, and the Doom Slayer might see a bit of his own unwavering will in Ruby.
I think Spiderman and Batman would be a really interesting pairing. They both rely on their wits and gadgets. Batman could offer Spiderman some more high - tech equipment and in return, Spiderman could show Batman some new acrobatic moves.
Gray and Sango might make for an exciting pair. Gray with his ice - make magic and Sango with her weaponry skills. Gray could create ice weapons and structures to assist Sango in battle, and Sango could show Gray some of the more traditional combat techniques. Their personalities are also quite different, with Gray being more laid - back (most of the time) and Sango being very determined and focused on her goals.
Definitely Cortana and Tyrion Lannister. Cortana is highly intelligent and has access to a vast amount of knowledge. Tyrion is known for his wits. They could form an alliance where Cortana provides strategic advice based on her analysis, and Tyrion uses his political acumen to make things happen. Their conversations would be really fascinating as they come from such different worlds but are both very clever.
I think a pairing between Klein and Togusa could be fascinating. Klein's more laid - back nature compared to Togusa's by - the - book style could lead to some interesting interactions. And they could both bring different skills from their respective worlds when facing challenges in a crossover situation.